5128-69-8

Basic information

• Product Name: 7-methoxyisoflavanone
• CAS NO: 5128-69-8
• Molecular Weight: 254.285
• Mol File: 5128-69-8.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 7-methoxyisoflavanone(CAS DataBase Reference)
• NIST Chemistry Reference: 7-methoxyisoflavanone(5128-69-8)
• EPA Substance Registry System: 7-methoxyisoflavanone(5128-69-8)

Safety Data

• Hazardous Substances Data: 5128-69-8(Hazardous Substances Data)

Upstream product

• 6133-29-5 7-methoxy-4-oxo-chroman-3-carbaldehyde 
• 3049-07-8 pentaphenylbismuth 
• 507233-69-4 triphenyl bismuth ⁽²⁺⁾; dichloride 
• 47252-14-2 triphenylbismuth carbonate 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 536-74-3 phenylacetylene 
• 143358-20-7 (R,S)-7-hydroxy-3-phenylchroman-4-one 
• 77-78-1 dimethyl sulfate 
• 1621-56-3 7-methoxyisoflavone 
• 18439-96-8 1-(2-hydroxy-4-methoxyphenyl)-2-phenylethanone 
• 153488-87-0 3-allyloxycarbonyl-7-methoxychroman-4-one 
• 42327-52-6 7-methoxy-chroman-4-one 
• 3076-54-8 phenyllead(IV) triacetate 
• 3188-13-4 ethyl chloromethyl ether 

Downstream Products

• 1621-56-3 7-methoxyisoflavone 
• 4308-55-8 7-Methoxyisoflavan 
• 4281-30-5 cis-7-Methoxy-isoflavan-4β-ol 
• 88794-86-9 3,4-Dihydro-7-methoxyspiro<2H->-1-benzopyran-4,2'-<1,3>-dithiolan 

Relevant articles and documents

Enantioselective Synthesis of Isoflavanones by Catalytic Dynamic Kinetic Resolution

A ruthenium-catalyzed asymmetric transfer hydrogenation of racemic isoflavanones with dynamic kinetic resolution yields virtually enantiopure isoflavanols as single diastereomers. Subsequent oxidation gives rise to isoflavanones in high enantiomeric purit

Development of a new class of aromatase inhibitors: Design, synthesis and inhibitory activity of 3-phenylchroman-4-one (isoflavanone) derivatives

Aromatase (CYP19) catalyzes the aromatization reaction of androgen substrates to estrogens, the last and rate-limiting step in estrogen biosynthesis. Inhibition of aromatase is a new and promising approach to treat hormone-dependent breast cancer. We present here the design and development of isoflavanone derivatives as potential aromatase inhibitors. Structural modifications were performed on the A and B rings of isoflavanones via microwave-assisted, gold-catalyzed annulation reactions of hydroxyaldehydes and alkynes. The in vitro aromatase inhibition of these compounds was determined by fluorescence-based assays utilizing recombinant human aromatase (baculovirus/insect cell-expressed). The compounds 3-(4-phenoxyphenyl)chroman-4- one (1h), 6-methoxy-3-phenylchroman-4-one (2a) and 3-(pyridin-3-yl)chroman-4-one (3b) exhibited potent inhibitory effects against aromatase with IC50 values of 2.4 μM, 0.26 μM and 5.8 μM, respectively. Docking simulations were employed to investigate crucial enzyme/inhibitor interactions such as hydrophobic interactions, hydrogen bonding and heme iron coordination. This report provides useful information on aromatase inhibition and serves as a starting point for the development of new flavonoid aromatase inhibitors.

Synthesis, anticancer and antioxidant activities of 7-methoxyisoflavanone and 2,3-diarylchromanones

A convenient, fast and high yielding method for the preparation of 7-methoxyisoflavanone and 2,3-diarylchromanones has been developed by the condensation of benzyl-2-hydroxy-4-alkoxyphenylketone with arylaldehyde/paraformaldehyde in presence of diethylamine, assisted by microwave activation. All the synthesized compounds were screened for anticancer as well as antioxidant activities. Among the nine compounds, 7-methoxyisoflavanone 7 and diarylchromanone 6c shows potential anticancer activity and diarylchromanone 6b has potential antioxidant activity. Compound 6h possesses anticancer and antioxidant activity at the same concentration.